HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-(3-((5-Cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate | HCID 67983333 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-((5-Cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid | HCID 67983893 | — |
Reaction Steps
A suspension of ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate (0.03 g, 0.05 mmol) in THF:MeOH:H2O=3:2:1 solution (0.6 mL) was treated with 6N LiOH (0.05 mL) at rt for 14 h. The volatiles were removed in vacuo, the residue diluted with water (1 mL), and 6N HCl was added to adjust pH to 2. The solids were collected by filtration and dried under vacuum to afford 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid as hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150568B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-3199d94823834edf84b0b85f1bf604c1 |
| Source note | uspto-grants-2015_10 |